Holiday houses in St. Johns County

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Top-rated holiday rentals in St. Johns County

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Top Guest favourite
Home in St. Johns County
4.92 out of 5 average rating, 37 reviews

South Ponte Vedra Beach House

Night of Lights Welcome to Ocean Breeze Retreat, a beautifully 3-bed, 2-bath beach house located on the exclusive Ponte Vedra Boulevard. Just steps from the sand, this elegant coastal escape blends laid-back beach charm with refined comfort — perfect for families or couples. Step inside to a bright, open living space with coastal-inspired décor and panoramic windows that let in Florida’s golden sun. The fully equipped kitchen features everything you need for home-cooked meals. 2 NIGHT MINIMUM

Guest favourite
The two-story white house features a welcoming entrance with a central door flanked by large windows. Adjacent to the entrance, two armchairs are positioned around a small table on a circular patio, surrounded by lush green grass and decorative potted plants.
Home in Green Cove Springs
4.99 out of 5 average rating, 126 reviews

1920 Carriage House on Riverfront Estate- Weddings

1920 Carriage House on lush private estate. Renovated and charming! Situated on secluded, majestic 6 acre riverfront property on the St. John’s River. Enjoy park like grounds filled with azaleas, ancient oak and hickory trees, dripping in Spanish moss. Sit back and watch and listen to hawks and bald eagles overhead! Wake up to a magical sunrise each day! See the manatees lazily grazing! Bass Pro Shop shot their Spring Catalogue here! Owners home is on the property and they are always available

Top Guest favourite
A game room is highlighted by a red pool table and a dartboard against a grey wall. A spacious screened lanai showcases a cozy seating area and outdoor dining set, illuminated by string lights. A large dining table is set for meals with white chairs and decorative elements.
Home in Nocatee
5 out of 5 average rating, 56 reviews

Nocatee Family Retreat - Game Room & Cozy Lanai

✔ 15 minutes to Mickler's Beach! ✔ Pool Table, Ping Pong Table & Dart Board ✔ Screened Lanai with Fire Table ✔ Family Games & Beach Gear ✔ Fully Equipped Kitchen ✔ Washer & Dryer ✔ Outdoor Grill ✔ Stroller, Pack 'n Play, High Chair & Toys Relaxing Retreat in the Heart of Nocatee in Ponte Vedra! Family-Friendly & Close to Everything! Enjoy your morning coffee on the screened-in lanai, sit by the fire with a glass of wine, or explore the nearby shops, dining, beaches and golf just minutes away.

Guest favourite
A bright living area features large windows, allowing ample natural light and offering stunning ocean views. The comfortable seating arrangement includes a spacious sofa and a patterned armchair. Double doors lead out to a deck, enhancing the connection to the outdoor space.
Home in St. Johns County
4.89 out of 5 average rating, 27 reviews

Private & Secluded Oceanfront Home w/ Large Deck

Welcome to a serene beachfront retreat in Ponte Vedra Beach. This home offers direct private beach access, a spacious open layout, and a huge deck with breathtaking ocean views. Plus, there are no houses behind—just a peaceful nature preserve, ensuring a quiet and relaxing stay. If you are a large group, you can book Sandy Shores II (next door) to accommodate up to 16 guests—perfect for family reunions, large gatherings, and special celebrations. LONG STAY DISCOUNTS Jan-Feb, send us an inquiry!

Top Guest favourite
Condo in St. Augustine
5 out of 5 average rating, 19 reviews

St. Augustine Palm & Spa Retreat 3 pools and Golf!

Newly renovated1BR resort condo with pool views in a safe gated community near Historic St. Augustine. Sleeps 4 with king bed, queen sofa bed & gourmet kitchen. Enjoy 3 pools, pickleball, golf, fitness center, and tropical walking paths. Pet-friendly! Just 30 minutes to beaches, dining, and historic attractions in the oldest city in America! Relax on the balcony with serene views or explore Florida’s oldest city—perfect for families, golf trips, or a sunny getaway! Your tropical escape awaits!

Top Guest favourite
A classic 43-foot Gulf Star yacht is moored in calm waters, exhibiting a spacious deck with a covered seating area. The hull is painted in a crisp white, reflecting sunlight, while nearby masts and boats frame the picturesque marina scene.
Boat in St. Augustine
4.96 out of 5 average rating, 132 reviews

Funshine - Vacation on a 43' Gulfstar Yacht

A unique, memorable place, anything but ordinary. Try living the boating lifestyle on a classic and quaint vintage 43 foot Gulf Star yacht. Only 1.2 miles to the historical St. Augustine Bayfront and less than 10 miles to many of our gorgeous beaches. This 2-bedroom 1.5 bath beauty allows you to experience a life on a live-a-board. You will vacation within a reasonable walking distance to many of the attractions in St Augustine, a winery, distillery, several museums, many restaurants.

Top Guest favourite
The living area features a modern design with custom wood paneling on one wall. A leather sofa is positioned in the foreground, while a decorative coffee table and a small workstation with a chair are visible. Soft lighting highlights a piece of scenic artwork above the table.
Home in St. Augustine
4.97 out of 5 average rating, 120 reviews

St Augustine Entire Home, King Bed, Pet Friendly

Casita Luxe Retreat Near Historic St. Augustine – Pet-Friendly Haven! Discover this luxurious 3-bedroom, 2-bath retreat! Designed with a modern luxe aesthetic, it features custom wood paneling, a fully equipped kitchen with a chic island, and a king-size plush mattress. Enjoy the large, fenced yard, fire pit, outdoor shower, and fun family games. Pet-friendly, with Wi-Fi, smart TVs, and parking included this home offers comfort and style in an up-and-coming neighborhood. Book now!

Top Guest favourite
Home in St. Johns County
5 out of 5 average rating, 26 reviews

Eagles Nest on Lake Ponte Vedra

Eagles Nest on Lake Ponte Vedra is a unique hidden gem nestled among coastal oaks across the street from the Atlantic Ocean. You’ll have access to a true nature get away rarely seen by even most residence of NE Florida. Redfish and Trout are abundant - kayaks are available for a leisurely paddle or a fishing adventure. Sleeping arrangements - king in bedroom, double in living room, 2 fold down chairs in loft. A $400 security deposit is required to be returned if nothing damaged.

Superhost
A newly renovated historic home is set against a serene natural backdrop, featuring a large deck accessible via a wooden walkway. The exterior showcases multiple arched windows and a modern roof deck, surrounded by lush vegetation and reflected in the calm waters of the marsh.
Cottage in St. Augustine
4.9 out of 5 average rating, 175 reviews

The Shire on 1 acre marshfront with dock and Spa

One of a kind 1930s historic home, newly renovated and transformed into a beautiful secluded getaway. new luxury finishes, while holding its traditional charm. No Events allowed. Rooftop deck, sunrise views of the Atlantic ocean, Downtown, and sunsets over the river. The new dock with covered roof hosts a national geographic like eco system. It’s short walk to the beach and 3 miles to downtown St George street. Follow along @carcabaroad for weekly content of the home.

Top Guest favourite
Guesthouse in Jacksonville
4.98 out of 5 average rating, 152 reviews

Pet Friendly Studio w/ Private Fenced Yard

Welcome to the newly renovated Pop's Garage! If you've stayed with us before, you'll love the upgrades to our kitchen, the bathroom and the new floors throughout. Plus, we now feature a new, memory-foam King bed and sleeper sofa to accommodate parties of 4. The pet-friendly space includes a private and secure fenced-in area, allowing your canine to stretch out and explore. Discover the perfect balance of comfort and convenience at this one-of-a-kind vacation rental

Top Guest favourite
A modern living area is furnished with a gray sofa and two light-colored armchairs. A textured rug covers the floor, while large windows allow natural light to illuminate the space. The kitchen can be partially seen in the background, featuring contemporary appliances.
Guesthouse in Jacksonville
4.96 out of 5 average rating, 67 reviews

Luxury Cottage with River Access

Enjoy the peaceful ambiance of this brand new luxury cottage on Julington Creek in Saint Johns County. Centrally located -- we're just a 30 minute drive to the beach, downtown Jacksonville, and St. Augustine. Amenities include a king-sized bed, two TV's, and a fully-equipped kitchen. The cottage is located at the front of our 1-acre property. Our own home is situated just across the lawn from the cottage. Guests will walk through the backyard to access the river.

Top Guest favourite
A comfortable living area features a large sectional sofa adorned with yellow and grey cushions. A flat-screen television hangs above a decorative fireplace. A coffee table with a small plant is centered on a textured area rug, and natural light filters through the nearby windows.
Home in St. Augustine
4.9 out of 5 average rating, 326 reviews

SaraCasa - First Floor House 2Br/1.5Bath

Forget your worries in this spacious, serene, and comfortable property. This totally remodeled house was built in 1910 and is walking distance to literally everything in downtown St Augustine. The best part of the property is that it is walking distance to everything, but still far enough from downtown to enjoy a peaceful evening at home.

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